Condominium - Rating 5 (18)

Modern 3BR Resort Condo with Pool near Disney


Bedroom 3 bedrooms
Bathroom 2 baths
Guests 7 guests
Pets Allowed Pets Allowed

  • Location: Orlando, Florida
  • Type: Condominium
  • View: Downtown

Location Location

Description Description
Sunshine, smart tech, and resort-style amenities—this 3-bedroom, 2-bathroom condo is your perfect Orlando-area retreat. With space for up to 7 guests, themed bedrooms, and access to a pool, and fitness center, this home blends comfort and convenience just a short drive from Disney and Universal.

Relax, Unwind, and Recharge:
• Spacious open-plan living area with cozy seating & Smart TV
• High-speed WiFi, central A/C & in-suite laundry machines
• Private furnished balcony—great for coffee or evening drinks
• Dining area for 6 and fully equipped kitchen with granite countertops & stainless steel appliances

Sweet Dreams for the Whole Crew:
• Bedroom 1: King bed | Smart TV | Balcony access | Ensuite with soaker tub + separate shower
• Bedroom 2: Queen bed | Smart TV | Balcony access
• Bedroom 3: Minions-themed bunk room | Twin over Full bunk | Smart TV

2 Full Bathrooms:
• Primary ensuite: Spa-like bath with large soaker tub + standing shower
• Shared second bathroom with tub/shower combo

Resort-Style Perks:
• Outdoor pool
• Fitness center & sauna
• Game room with ping pong & mini basketball
• Secure building with free onsite parking beneath the unit

Location, Location, Location:
Tucked in the charming Winter Garden area, you're:
• ~5 miles from Walt Disney World
• ~17 miles from Universal Studios & SeaWorld
• ~2 miles from local dining, groceries & downtown Winter Garden shops

Guest Access & Parking:
• Full access to the entire suite + resort amenities
• Free onsite parking in the lot beneath the building
• Pet-friendly (just let us know in advance!)

Why Stay With Us?
We’ve hosted hundreds of happy guests and earned consistent 5-star reviews for our warm hospitality and spotless spaces. Whether you're here for family fun, a couple’s retreat, or a friends’ getaway, we’ve got you covered.

Like what you see? Save this listing to your wish list and start planning your Orlando escape today!

Important Notice:
• For smooth and secure check-in, all guests must complete the Enso Boarding Pass verification before arrival. Check-in instructions will be shared once verification is complete. Thank you for helping us ensure a seamless stay!
• Please be informed that the building’s pool heating service is currently unavailable. We sincerely apologize for any inconvenience this may cause and appreciate your understanding.


Pet Friendly:
• Pets less than 40lbs. are very welcome at our home (maximum of 2 pets )
• A pet fee of USD 99 /pet per stay will be added at the time of booking if the pet is added to the reservation. If no pet is declared during booking, we will collect the fee separately.

We're happy to deliver:
- a "Pack 'N Play Crib" for $40 (one-time fee).
- a Highchair for $40 (one-time fee).

Cancellation Policy Cancellation Policy
We offer flexible cancellations for all reservations made on upstay.com

  • 0-4 bedroom properties - Free cancellation until 5 days prior to arrival (4pm eastern time)
  • 5-8 bedroom properties - Free cancellation until 7 days prior to arrival (4pm eastern time)
  • 9+ bedroom properties - Free cancellation until 14 days prior to arrival (4pm eastern time)

For longer stays (up to 30 days) or monthly leases, we require at least 30 days notice to cancel or modify without fees.

Booking On Other Sites

Booking directly with us offers more flexible cancellation policies compared to other sites. Always double-check the cancellation policy before booking elsewhere, and consider booking with us directly for the best price on your rental.


Booking Deposit

50% of the total cost of the reservation is due at the time of booking, the other 50% must be paid once the cancellation policy kicks in.



Availability Calendar Availability Calendar
Available
Unavailable
Check-In
Check-Out
March 2026
Su Mo Tu We Th Fr Sa
1 2 3 4 5 6 7
8 9 10 11 12 13 14
$119 15 16 17 18 19 20 21
22 $94 23 $99 24 $100 25 26 27 28
29 $120 30 $114 31        
April 2026
Su Mo Tu We Th Fr Sa
      $114 1 $147 2 $181 3 $188 4
$172 5 $136 6 7 8 9 $153 10 $125 11
$97 12 $98 13 $106 14 $101 15 16 17 $135 18
$103 19 $96 20 $96 21 $95 22 $114 23 24 25
26 27 $90 28 $92 29 $104 30    
May 2026
Su Mo Tu We Th Fr Sa
          $125 1 $119 2
$105 3 4 5 6 7 $121 8 $116 9
$111 10 $81 11 $85 12 $86 13 $95 14 $110 15 $116 16
$108 17 $102 18 $103 19 $102 20 $103 21 $142 22 $145 23
$132 24 25 26 27 28 29 30
$102 31            
June 2026
Su Mo Tu We Th Fr Sa
  $91 1 $89 2 $91 3 $99 4 $123 5 $114 6
$106 7 $97 8 $93 9 $102 10 $110 11 $122 12 $129 13
$107 14 $105 15 $128 16 $110 17 $137 18 $137 19 $132 20
$129 21 $128 22 $129 23 $135 24 $146 25 $142 26 $133 27
$136 28 $134 29 $133 30        
July 2026
Su Mo Tu We Th Fr Sa
      $124 1 $167 2 $171 3 $166 4
$131 5 $136 6 $133 7 $141 8 $143 9 $145 10 $138 11
$132 12 $124 13 $155 14 $128 15 16 17 18
$139 19 $143 20 $139 21 $134 22 $134 23 $153 24 $146 25
$134 26 $128 27 $129 28 $119 29 $130 30 $147 31  
August 2026
Su Mo Tu We Th Fr Sa
            $138 1
$113 2 $102 3 $100 4 $99 5 6 7 8
9 10 11 12 $107 13 $116 14 $110 15
$105 16 $113 17 $106 18 $106 19 $107 20 $109 21 $108 22
$98 23 $86 24 $85 25 $85 26 $91 27 $93 28 $92 29
$81 30 $72 31          
September 2026
Su Mo Tu We Th Fr Sa
    $71 1 $70 2 $75 3 $100 4 $102 5
$114 6 $87 7 $88 8 $88 9 $92 10 $90 11 $91 12
$81 13 $87 14 $93 15 $93 16 $93 17 $91 18 $93 19
$86 20 $80 21 $77 22 $79 23 $84 24 $91 25 $91 26
$79 27 28 29 30      
October 2026
Su Mo Tu We Th Fr Sa
        1 2 3
4 5 6 7 8 9 10
$108 11 $79 12 13 14 15 16 17
18 19 20 21 22 23 24
25 26 $99 27 $102 28 $96 29 $105 30 $107 31
November 2026
Su Mo Tu We Th Fr Sa
$97 1 $85 2 $83 3 $85 4 $97 5 $108 6 $109 7
$96 8 $78 9 $107 10 $107 11 $107 12 $103 13 $104 14
$93 15 $79 16 $82 17 $87 18 $100 19 $103 20 $106 21
$107 22 $132 23 $132 24 $163 25 $163 26 $163 27 $166 28
$98 29 $79 30          
December 2026
Su Mo Tu We Th Fr Sa
    $99 1 $102 2 $102 3 $106 4 $101 5
$89 6 $82 7 $80 8 $82 9 $94 10 $106 11 $106 12
$107 13 $110 14 $117 15 $124 16 $161 17 $236 18 $273 19
$355 20 $352 21 $353 22 $368 23 $369 24 $370 25 $371 26
$364 27 $362 28 $359 29 $356 30 $355 31    
January 2027
Su Mo Tu We Th Fr Sa
          $351 1 $246 2
$181 3 $140 4 $139 5 $132 6 $139 7 $137 8 $138 9
$111 10 $105 11 $100 12 $99 13 $109 14 $135 15 $129 16
$142 17 $107 18 $106 19 $96 20 $107 21 $115 22 $119 23
$107 24 $117 25 $117 26 $117 27 $116 28 $123 29 $125 30
$108 31            
February 2027
Su Mo Tu We Th Fr Sa
  $98 1 $97 2 $99 3 $113 4 $142 5 $151 6
$123 7 $115 8 $118 9 $112 10 $123 11 $222 12 $222 13
$187 14 $130 15 $117 16 $116 17 $125 18 $146 19 $151 20
$127 21 $119 22 $117 23 $116 24 $123 25 $144 26 $148 27
$124 28            
Swipe Swipe for Availability


Amenities 54 Amenities
  • Air conditioning
  • Baking sheet
  • Bathtub
  • Bed linens
  • Cable TV
  • Carbon monoxide detector
  • Cleaning Disinfection
  • Coffee maker
  • Cookware
  • Dishes and silverware
  • Dishwasher
  • Downtown
  • Dryer
  • Elevator
  • Enhanced cleaning practices
  • Essentials
  • Family/kid friendly
  • Fire extinguisher
  • Free parking on premises
  • Garden or backyard
  • Gym
  • Hair dryer
  • Hangers
  • Heating
  • High touch surfaces disinfected
  • Hot tub
  • Hot water
  • Internet
  • Iron
  • Kettle
  • Kitchen
  • Long term stays allowed
  • Microwave
  • Oven
  • Patio or balcony
  • Pets allowed
  • Refrigerator
  • Room-darkening shades
  • Shampoo
  • Shower gel
  • Single level home
  • Smoke detector
  • Stove
  • Suitable for children (2-12 years)
  • Suitable for infants (under 2 years)
  • Toaster
  • Towels provided
  • Town
  • TV
  • Washer
  • Wireless Internet
  • Communal pool
  • Outdoor pool
  • Swimming pool

Reviews Rating 5 (18) Reviews
Rating 5
Amazing, peaceful place to stay and closer to Disney parks. Lot of near by restaurants and shops that are open late in night.
Anonymous - Posted: 3/6/2026
Rating 5
Muy buena ubicación, cómodo y limpio
Anonymous - Posted: 2/27/2026
We are so happy to hear that you enjoyed our location and that you found the space comfortable and clean. We always strive to provide the best possible experience for our guests. We hope you had a wonderful time and that you will consider returning in the future. Thank you for your review!
Upstay staff
Posted: 3/4/2026
Rating 5
Great experience, would definitely recommended and stay again. Loved the size of the home, privacy and location
Anonymous - Posted: 2/17/2026
Thank you so much, Tony! 😊✨ We’re truly happy to know you had such a great experience. It means a lot that you’d recommend us and choose to stay again that’s the best compliment we can receive! 🙌🌟 We’d love to welcome you back anytime you’re in the area. Safe travels and see you next time! 🏡😊
Upstay staff
Posted: 2/18/2026
Rating 5
Good place close to Disney.
Anonymous - Posted: 2/1/2026
Thank you for your feedback, Leonard! We're glad to hear that you enjoyed our location and found it convenient for your Disney adventures. It’s always our goal to provide a comfortable stay for our guests. We hope to welcome you back for another visit soon!
Upstay staff
Posted: 2/4/2026
Rating 5
We stayed for just a few days, we only wanted a place to sleep because spent all day in the parks place was spacious and it met the expectations
Anonymous - Posted: 1/19/2026
Thank you for sharing your experience with us! We're glad to hear that our space met your expectations and provided a comfortable place to rest after your busy days at the parks. It sounds like you made the most of your time in Winter Garden, and we hope you had a fantastic time exploring. If you ever find yourselves back in the area, we would love to host you again!
Upstay staff
Posted: 1/21/2026
Rating 5
Great stay Great host Thank you for hosting us
Anonymous - Posted: 1/18/2026
We’re so glad to hear that you had a great stay! It was our pleasure to host you, and we appreciate your kind words. Thank you for choosing Upstay for your time in Winter Garden. We hope to welcome you back again soon!
Upstay staff
Posted: 1/21/2026
Rating 5
cómodas habitaciones
Anonymous - Posted: 1/11/2026
Rating 5
Excellent spot! Great host clear communication!
Anonymous - Posted: 1/5/2026
Thank you, Virginia! We're so glad to hear that you enjoyed your stay and found our communication clear. It was a pleasure hosting you, and we hope to welcome you back to Winter Garden in the future!
Upstay staff
Posted: 1/6/2026
Rating 5
The place was absolutely awesome and safe for my 3 grandkids. I would love to stay here again!
Anonymous - Posted: 12/30/2025
Thank you, Marcia! We're so glad to hear that you and your grandkids enjoyed your stay with us. Creating a safe and welcoming environment for families is our top priority, and it’s wonderful to know we hit the mark. We would love to host you all again in the future!
Upstay staff
Posted: 1/3/2026
Rating 5
Great location, responsive host with great recommendations, love the layout of the condo, easy parking, full kitchen and laundry
Anonymous - Posted: 12/24/2025
Thank you, Christina, for your wonderful feedback! We're delighted to hear that you enjoyed the layout of the condo and found the location convenient. It’s great to know that our recommendations were helpful during your stay. We strive to make everything as easy as possible for our guests, from parking to having a fully equipped kitchen and laundry. We hope to welcome you back for another stay soon!
Upstay staff
Posted: 1/3/2026
Rating 5
great place. clean located close to the parks and good restaurants. Great communication
Anonymous - Posted: 12/17/2025
Thank you, Nancy, for your wonderful feedback! We're delighted to hear that you enjoyed your stay at Upstay and found our location convenient for both the parks and nearby restaurants. It’s always our goal to provide a clean and welcoming environment, and we appreciate your kind words about our communication. We hope to welcome you back for another great experience in the future!
Upstay staff
Posted: 12/18/2025
Rating 5
Beautiful home
Anonymous - Posted: 11/27/2025
Thank you, Liz, for your kind words about our home! We’re delighted to hear that you found it beautiful. It was a pleasure hosting you, and we hope you enjoyed your time in Winter Garden. Your feedback inspires us to keep providing a wonderful experience for our guests. We would love to welcome you back anytime!
Upstay staff
Posted: 12/1/2025
Rating 5
the place was wonderful! definitely need a car to get around but the area is beautiful. super easy to check in. however, we did ask for extra towels but didn’t receive them. everything else was great!
Anonymous - Posted: 11/21/2025
Thank you for your kind words about our place! We're glad to hear you enjoyed the beauty of the area and found the check-in process easy. We apologize for the oversight regarding the extra towels; we strive to provide everything our guests need for a comfortable stay. Your feedback is invaluable, and we’ll make sure to address this for future guests. We hope to welcome you back soon!
Upstay staff
Posted: 11/23/2025
Rating 5
Would definitely stay again! Beautiful, quiet property and fast response times.
Anonymous - Posted: 10/21/2025
Thank you, Jaymie! We're so glad to hear that you enjoyed your stay at our property. It’s wonderful to know that you found the space beautiful and quiet, as we strive to create a peaceful retreat for our guests. We also appreciate your recognition of our quick response times; we believe that communication is key to a great experience. We would love to welcome you back anytime! The Upstay Family
Upstay staff
Posted: 10/26/2025
Rating 5
Wonderful place to stay would 100% stay again
Anonymous - Posted: 10/6/2025
Good Afternoon Jarquavius, Thank you for your kind words. We are pleased to hear you enjoyed your stay. We would absolutely love to rehost you in the near future. Have an excellent day!!!
Upstay staff
Posted: 10/7/2025
Rating 5
awsome stay
Anonymous - Posted: 8/22/2025
Thank you so much, Jatin 🫡
Upstay staff
Posted: 8/22/2025
Rating 5
Good stay , great location.
Anonymous - Posted: 8/15/2025
Rating 5
Amazing place to stay! Very responsive. I would love to stay again. Highly recommended! A
Anonymous - Posted: 8/2/2025
Thank you so much for the wonderful review! It truly means the world to me to hear that you had such a positive experience during your stay. I’m delighted that you found the place comfortable and that my responsiveness met your expectations. It would be an absolute pleasure to host you again anytime you’re in the area. Guests like you make hosting such a rewarding experience, and I truly appreciate you taking the time to share your feedback. Please don’t hesitate to reach out if you have any questions about future bookings or if there’s anything I can do to make your next stay even better. Thank you again for choosing to stay with me, and I hope to welcome you back soon! Warm regards, Luiz Cabral
Upstay staff
Posted: 8/3/2025
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